68 Upcoming Races Near Osterville, MA

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Firecracker Classic Road Race

Cotuit, MA

Thursday, July 2nd, 2026

Fast

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Mattapoisett Road Race

Mattapoisett, MA

Saturday, July 4th, 2026

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Billington Memorial 5K

Somerset, MA

Saturday, July 4th, 2026

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Mike's Run the Chop Challenge

Vineyard Haven, MA

Saturday, July 4th, 2026

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Mike's Run the Chop Challenge 2026

Vineyard Haven, MA

Saturday, July 4th, 2026

View details for race Mike's Run the Chop Challenge 2026

Nantucket Firecracker 5k Run & Walk

Nantucket, MA

Saturday, July 4th, 2026

View details for race Nantucket Firecracker 5k Run & Walk

Wellfleet 5 Mile Road Race

Wellfleet, MA

Sunday, July 5th, 2026

View details for race Wellfleet 5 Mile Road Race

1st Annual Run Newport FLY-K & PR Party with HOKA

Middletown, RI

Saturday, July 11th, 2026

View details for race 1st Annual Run Newport FLY-K & PR Party with HOKA

The 45th Annual Little Compton Road Race

Little Compton, RI

Saturday, July 11th, 2026

1 Mile

Fast

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Poppy Road Race 2025

Popponesset, MA

Saturday, July 11th, 2026

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2026 Paul White Memorial Road Race

North Falmouth, MA

Saturday, July 11th, 2026

1 Mile

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Narragansett Summer Running Festival

North Easton, MA

Sunday, July 12th, 2026

10K

Half

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Falmouth Sprint Triathlon

Falmouth, MA

Sunday, July 12th, 2026

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Greenvale Vineyards Wine Run 5k

Portsmouth, RI

Sunday, July 19th, 2026

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2026 Flutie 5K for Autism: Martha's Vineyard

West Tisbury, MA

Saturday, July 25th, 2026

View details for race 2026 Flutie 5K for Autism: Martha's Vineyard

Amity Island 5K & Fun Run

Edgartown, MA

Sunday, August 2nd, 2026

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Chilmark Road Race 5K

Chilmark, MA

Saturday, August 8th, 2026

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Vineyard Classic 5k

Oak Bluffs, MA

Tuesday, August 11th, 2026

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GNBTC Couple’s Run 2026

Fairahven, MA

Thursday, August 13th, 2026

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5K and Fun Run for Jabberwocky

Edgartown, MA

Saturday, August 15th, 2026

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2026 Falmouth Road Race

Falmouth, MA

Sunday, August 16th, 2026

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MV Hospital Sullivan 5K Run/Walk

Oak Bluffs, MA

Saturday, August 22nd, 2026

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FOOT IT FOR FELIX 5K

Edgartown, MA

Saturday, September 5th, 2026

Trail

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Bulldog Dash 5k

Marion, MA

Saturday, September 5th, 2026

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Beantown Marathon

Hingham, MA

Sunday, September 6th, 2026

Marathon

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Marshfield Run for the Hills

Marshfield Hills, MA

Monday, September 7th, 2026

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Norwell Labor Day Road Race

Norwell, MA

Monday, September 7th, 2026

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Lazy Lobster Five Miler

East Wareham, MA

Saturday, September 12th, 2026

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5th Annual Conrad's Law 5k Run/Walk

Fairhaven, MA

Saturday, September 12th, 2026

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Run for Hope

Oak Bluffs, MA

Saturday, September 12th, 2026

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Zachary M. Martin Memorial Run/Walk 2026 Rhode ...

Bristol, RI

Saturday, September 12th, 2026

View details for race Zachary M. Martin Memorial Run/Walk 2026 Rhode Island

Eastham Windmill Weekend Road Race

Eastham, MA

Sunday, September 13th, 2026

View details for race Eastham Windmill Weekend Road Race

Bishstrong Foundation 5K Run, Walk & Roll

Westport, MA

Sunday, September 13th, 2026

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Shirley May France 10k Road Race

Somerset, MA

Saturday, September 19th, 2026

10K

1 Mile

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24th ANNUAL NAACP GEORGE V. TANKARD, JR. MEMOR...

Oak Bluffs, MA

Saturday, September 19th, 2026

1 Mile

View details for race 24th ANNUAL NAACP GEORGE V. TANKARD, JR. MEMORIAL 5K Run/Walk AND 1 MILE FUN RUN

MILES FOR MADDIE 5k Walk/Race

Rochester, MA

Saturday, September 19th, 2026

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The East Bay Running Festival

Warren, RI

Saturday, September 19th, 2026

10K

1 Mile

Fast

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NAFI Run 4 The Kidz

Bristol, RI

Sunday, September 20th, 2026

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Captain Gerald F. DeConto, USN Memorial Scholar...

Sandwich, MA

Sunday, September 20th, 2026

View details for race Captain Gerald F. DeConto, USN Memorial Scholarship 5k Run/Walk

16th Annual Fall River Salvation Army 5k Run/Walk

Fall River, MA

Saturday, September 26th, 2026

View details for race 16th Annual Fall River Salvation Army 5k Run/Walk

5K For the Children

West Harwich, MA

Saturday, September 26th, 2026

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5K For the Children

Harwich Port, MA

Saturday, September 26th, 2026

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Race for Recovery 2025

Nantucket, MA

Sunday, September 27th, 2026

1 Mile

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SwimRun Cape Cod

Truro, MA

Saturday, October 3rd, 2026

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Paul Funk's Dolphin Dash

South Yarmouth, MA

Saturday, October 3rd, 2026

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Barrington 5K + Fun Runs

Barrington, RI

Saturday, October 3rd, 2026

1 Mile

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Southcoast Health Cancer Care Nicole Podkowa 5k

Fairhaven, MA

Sunday, October 4th, 2026

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4th Annual Chris Titcomb Memorial 3.34 Mile Roa...

Rehoboth, MA

Sunday, October 4th, 2026

View details for race 4th Annual Chris Titcomb Memorial 3.34 Mile Road Race

Clam Crawl

Barnstable, MA

Sunday, October 11th, 2026

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Nantucket Half Marathon

Nantucket, MA

Sunday, October 11th, 2026

Half

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